Al-Omran, F., R. M. Moharebb, and A. A. El-Khair, "SPECTROSCOPY STUDIES, X-RAY CRYSTALLOGRAPHY, AND ANTITUMOR", International Journal of Applied Biology and Pharmaceutical Technology, vol. 5, issue 1, pp. 63-75, 2014.

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A simple, environmentally acceptable, a one-pot method, which is efficient, inexpensive, and rapid,
afforded excellent yields of the 4H-chromeme derivatives 5 and 6 from a three-component reaction of dimedone,
arylaldehdes 2a-b, and malononitrile and a two-component reaction of bisdimedones 3a-b and malononitrile,
respectively. Refluxing ethanolic piperidine was used as the catalyst for the 10-min reactions. A one-pot reaction of
benzylidenemalononitrile, instead of malononitrile, with bisdimedones 3a-b, using the aforementioned reaction, also
provided the 4H-chromene derivative 5 in excellent yield. The structures of the newly synthesized compounds were
elucidated by elemental analyses, X-ray crystallography, and a variety of spectroscopic methods, including proton
and carbon nuclear magnetic resonance spectroscopy (1H-NMR and 13C-NMR, respectively), correlation
spectroscopy (COSY), heteronuclear single quantum coherence spectroscopy (HSQC), heteronuclear multiple-bond
correlation spectroscopy (HMBC), and mass spectrometry (MS). The inhibitory effects of the 4H-chromeme
derivatives 5 and 6 on the in vitro growth of human tumor cell and normal cell lines were greater than that of the
reference drug doxorubicin.

Organic Chemistry:

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